Search B&B in Pine Plains

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Mar - 22 Mar
In two weeks
27 Mar - 29 Mar
In one month
10 Apr - 12 Apr
In two months
8 May - 10 May

Our top choices for Pine Plains bed & breakfast

Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (304 reviews)
"Great stay"
United Kingdom
Katherine
The price is AED 909
AED 1,028 total
includes taxes & fees
11 Mar - 12 Mar
Inn at Pine Plains
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 444 total
includes taxes & fees
11 Mar - 12 Mar
Locust Tree Bed and Breakfast LLC
Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is AED 551
AED 615 total
includes taxes & fees
11 Mar - 12 Mar
The Berkshire Mountain Inn
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (113 reviews)
"Great experience, looking forward to staying again."
United States
Greg
The price is AED 551
AED 617 total
includes taxes & fees
11 Mar - 12 Mar
Changing Times Boutique Country Lodging
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AED 708
AED 791 total
includes taxes & fees
12 Mar - 13 Mar
Wilder House Berkshires
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (169 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 509
AED 585 total
includes taxes & fees
12 Mar - 13 Mar
Blackberry River Inn
Aerial view

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (83 reviews)
"Great staff and stay for work"
United States
Paul
The price is AED 826
AED 935 total
includes taxes & fees
11 Mar - 12 Mar
Millbrook Country House Bed & Breakfast
Design House | Terrace/patio

Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (31 reviews)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
United States
Andrew
The price is AED 710
AED 828 total
includes taxes & fees
11 Mar - 12 Mar
Kingston Carriage House
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (26 reviews)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
Exterior

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
8.2 out of 10, Very Good, (11 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is AED 551
AED 748 total
includes taxes & fees
11 Mar - 12 Mar
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Exterior

Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (30 reviews)
"This place is a museum spotless."
United States
Kris A J.
The price is AED 551
AED 748 total
includes taxes & fees
11 Mar - 12 Mar
Private room on secluded 7 acres , access to entire house including patio, porch
Front of property

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (339 reviews)
"Very nice stay and friendly hosts."
United States
Sean
The price is AED 823
AED 931 total
includes taxes & fees
11 Mar - 12 Mar
Journey Inn Bed & Breakfast
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is AED 514
AED 582 total
includes taxes & fees
22 Mar - 23 Mar
Jenny's Country Manor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Plains Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Overall loved my stayed at the post card cabins and would definitely recommend it. we felt relaxed and comfortable. The amenities were great."
Lesly 2-night trip
Posted 14 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Frequently asked questions

Searching for B&Bs in Pine Plains?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your vacation. While you're enjoying your trip to Pine Plains, you might want to explore the theater scene by catching a show at The Stissing Center.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Pine Plains?
Below are some well-liked B&Bs in the area: Inn at Pine Plains: 8 rooms. 0.2 mi (0.3 km) from the heart of Pine Plains.Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 18.2 mi (29.2 km) from the heart of Pine Plains. Kingston Carriage House: 5 rooms. 17.5 mi (28.2 km) from the heart of downtown. Enjoy the massage services and private yard. Wilder House Berkshires: 5 rooms. Located 17.7 mi (28.4 km) from the core of Pine Plains. Enjoy the free cooked breakfast and unique décor.
When should I book my B&B in Pine Plains?
When you're planning your getaway to Pine Plains, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Plains?
When you want to spend some time in the great outdoors, Stissing Lake Park and Thompson Pond are some notable spots. You might put The Stissing Center and Pine Plains Library on your list if you want to see more of the area.
How can I get to and around Pine Plains?
Planning your excursions in and around Pine Plains is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 21.9 mi (35.3 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.